Organic iodin preparation.



UNITED STATES P TENT QFFI'GE.

Specification of Letters Patent.

Patented Jan. 22,1907.

Original application filed December 16, 1905, Serial Kc. 292,058. Divided and this application filed. October 23,1906. Serial Tqalllzohom it may concern: Bal i that LEM Frscnnn, profes- Sorjofchennstry, a citizen of the Germ an Em- .gitre, residing at-Berlim Kingdorn of Prussia, rmany, have invented new and useful Improvements in Iodin Preparations, of which the fllowingis a specification.

Thei present application, which is a divi s'i'onal application from my application Serial No. 292,053, filedDecember 16, 1905, relates specifically to magnesium salts of the mono- .iodin derivatives of high molecular fatty and the production thereof.

In order to produce the therapeutic efiect of od n in the human system, pota'ssiumiodid has been mostly used. This substance, howhave no taste.

tained by t high-molecular acids of the oleic series such as oleic acid,-erucic acid, brassidic acid, elaidic acid, or the1ike'and by the transformation of the free.v acids into their salts distinguish themselves by being solid "substances which Clinical ex ,crience has shown that the sym toms of i0 ism are very rarely; obs'ervedin t eir administration and that iodin in my preparations acts -much acetic .acid on the high-molecular acids of the more effectively thanin the form of potas sium iodid. For the production'of my new bodies the iodinsubstituted acids obtained by the action. of hydrogen iodid' dissolved in glacial oleic series are transformed into the salts of magnesium. The preparation of thesesalts of the iodin derivatives of the high-molecular fatty acids must be-carried out in such a manner that the resulting salts are neutral, because 'salts containing free acids have a faint'odor andtaste and cannot be-kept without decomposition.

. Under the terms.-highmolecular acids of the oleic series and-high-molemilar fatty acids those acids are generally understood methylic alcohol.

which contain more than about twelve carbon atoms. in the r'molecule.

In order to produce my new substances for example, the magnesium salt of the monoiodo-bcl1enic acidI can proceed as follows, the parts being by weight:

' Example 1: Twent -seven parts of crystallized magnesium chi of crystallization and fifteen parts of amorid containing water inoni-um chlorid are dissolved in fifty-five" parts of hot water; The solution is saturated with gaseous ammonia. The precipitate thus obtained is filtered ofl and the filtered solution is mixed with four hundred parts of To the .li uid thus obtained a solution of fifty parts 0 iodo-behenic acid in four hundred parts of ihethylic alcohol isslowlyadded while stirring. Thc'jne- "cipitated magnesium salt is filtered ofi,

washed with methylic alcohol, water, and again with methylic alcohol, and dried in 'vacuo. It is a colorless and tastelesspowder. It is formed according to the following equation:-

n G H M )2+ M u QE -i- Q Example 2z-The same salt results by the interaction of alkaline salts of iodo-behenic acid with magnesium chlorid in the following manner: Mono iod o behenic acid is dissolved in a somewhat larger quantity of caustic potash than is required by the acid by shaking it at ordinary temperature with highly-diluted caustic potash, (about onefiftieth normal.) The calculated quantity of a dilute aqueous solution of chlorid of magnesium is added to'the solution,' and it is stirred until the flocculent colorless precipitate has settled. It is filtered off with suction, washed withiwater, then with alcohol, to remove small quantities of free iodo-behenic acid whichmay be present and dried in vacuo. This purification is not necessary if an aqueous solution. of chlorid of mag.-

' nesium mixed with an excess of ammonia be used The precipitated magnesium salt of iodo-behenic acid is neutral andforms, after being washed with water and dried in vague,

a white tasteless and odorless powder.

The I'nono-iOdO-stearic acid is obtained from oleic acid inthe same manner as the iodo-behenic acid from erucic acid. It is advantageous for the preparation of the what I mono-iodo-stenric acid to employv a somewhat larger quixntit of h d'rogen, iodicl on account of the sum] or molecular weight of oleic acid, The iodo-stearic acid thus obtained is at ordinary temperature a. faint yellow oil.

The )rcp'cmtion of other mono-iodin-substitutei' derivatives of high-molecular fatty acids andtheir salts of magnesium is carried out in an analogous manner. Bressidic a-cid, eleidic acid, or the like maybe er'nployed.

Having now described my invention and in what manner the same is to be performed, claim as new, and desire to secure by Letters Patent, is-

1. The, herein-described salts of magnesium of the mono iodin-substitiited' derivetives of high-molecular fatty acids obtained [enuli] Correctipn in Letters Patent No. 842,140.

therein that the same may conform to the record of Signed and sealed this 12th day of February, A; 1)., 1907.

from the correspo'ndin high-molecular acids.

obtained from mono-iodo-behenic-ncid, whic is a solid, stable-body, tasteless colorless and insoluble in water, sndstuntially as herein beforedescrihed.

In tes'tirnony. whereof I liave' lie'reqnto set my hendin thepresence of two subscribing 3 witnesses.

Witnesses; j

HENRY I'IASPERQ L WOLDEMAR- HAUPT.

the case in the Patent 011,506..

Em l-J "riscnnne i It is hereby certified that in Letters Petent No.84=2,140, granted January 22, 190.7,

- upon the application of Emil Fischer, of Berlin; Germany,'for an 'improvementlin "Organic Iodin Preparations, an error appears in the brinted specification requiring correction, as follows: In line 78,page 1, the formula. printed 20,,H IO,v- 1'- Mg'( I (0,, H 10 MG 211,0, should read 20,, H 10, My 0H M .G 2H, (9; and that the said Letters Patent should beread with thiecorrection on).- e c F, :1: hrlnem, Y

. what I mono-iodo-stenric acid to employv a somewhat larger quixntit of h d'rogen, iodicl on account of the sum] or molecular weight of oleic acid, The iodo-stearic acid thus obtained is at ordinary temperature a. faint yellow oil.

The )rcp'cmtion of other mono-iodin-substitutei' derivatives of high-molecular fatty acids andtheir salts of magnesium is carried out in an analogous manner. Bressidic a-cid, eleidic acid, or the like maybe er'nployed.

Having now described my invention and in what manner the same is to be performed, claim as new, and desire to secure by Letters Patent, is-

1. The, herein-described salts of magnesium of the mono iodin-substitiited' derivetives of high-molecular fatty acids obtained [enuli] Correctipn in Letters Patent No. 842,140.

therein that the same may conform to the record of Signed and sealed this 12th day of February, A; 1)., 1907.

from the correspo'ndin high-molecular acids.

obtained from mono-iodo-behenic-ncid, whic is a solid, stable-body, tasteless colorless and insoluble in water, sndstuntially as herein beforedescrihed.

In tes'tirnony. whereof I liave' lie'reqnto set my hendin thepresence of two subscribing 3 witnesses.

Witnesses; j

HENRY I'IASPERQ L WOLDEMAR- HAUPT.

the case in the Patent 011,506..

Em l-J "riscnnne i It is hereby certified that in Letters Petent No.84=2,140, granted January 22, 190.7,

- upon the application of Emil Fischer, of Berlin; Germany,'for an 'improvementlin "Organic Iodin Preparations, an error appears in the brinted specification requiring correction, as follows: In line 78,page 1, the formula. printed 20,,H IO,v- 1'- Mg'( I (0,, H 10 MG 211,0, should read 20,, H 10, My 0H M .G 2H, (9; and that the said Letters Patent should beread with thiecorrection on).- e c F, :1: hrlnem, Y

Correction in Letters Patent No. 842,140.

It is hereby certified that in Letters Potent No.-842,140, granted January '22, 1907,

upon the application of Emil Fischer, 0! Berlin; Germany, for an improvement in Organic Iodin Preparations, an error appears in the printed speoifleation requirixig correotion, as follows: In line 78, page 1, the formuia. printed fZfl H 10, Mg (OH), (0,, H IO,,), MG 2H, 0, should read. 80 H}, I0, My (OH) (0,, H 10,), MG 9H, 0,- and that the said Letters Patent should be read with this correction therein that the some may conform to the record of the case in the Patent 0mm.

Signed and sealed this 12th day of February, A. 1)., 1907.

[emu] F. I. ALLEN,

Commissioner of Puma. 

